Luxurious Villa with Panoramic Ocean Views

Woodlands, Montserrat
$268 avg/night
Minimum Stay 5 Nights
Bed 5

Bed

Bath 5

Bath

Home Villa

Property Type

Sleep 10

Max Sleeps

Night 5 nights

Min Stay

Montserrat Breezes is a beautifully appointed five bedroom, five and a half bath private Villa located high in the Woodlands section of Montserrat. Lovingly and carefully constructed by one of America's wealthiest families and updated by it's present owners, Montserrat Breezes boasts over 6000 square feet of indoor and outdoor living spaces, with breathtaking views (especially at Sunset) of the Caribbean Sea from virtually all living areas. Three king suites (all with king beds) feature spacious rooms with Plantation Shutters, en-suite baths and private verandas. Two lower suites include one king bedroom and an adjoining twin bedroom. Both of these bedrooms offer open ocean views, en-suite baths, and a shared covered veranda. The door between these bedrooms can be locked for privacy or opened for families with children.

This villa was designed to maximize the ocean views from all rooms with large 'disappearing' glass and screen panels in each room. In addition, the open air dining and family rooms feature large Plantation Shutters on the rear wall, which open to view the private courtyard and manicured garden. The grounds are tiered with stone walls and are extensively landscaped with multiple varieties of palms, flowering trees and bushes. The lower grounds have bananas, lemons,guava,coconuts and grapefruit (when in season).

Children will enjoy the variety of lizards, toads, and birds found on and around the property. Bring flashlights--the toads come out at night.

Montserrat Breezes will easily accommodate an extended family, two small families or up to five couples. The lower full kitchen is perfect for poolside dining or entertaining.

This villa is cooled by nearly constant trade winds and is situated across from an entrance to the famous Mountain Trails of Montserrat. It is ideal for hikers and nature enthusiasts.

***This villa is not suitable for toddlers or youths who cannot swim or would be inclined to push on the floor to ceiling screen panels. Renters assume full responsibility for pool safety.

Keywords: Villa

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels
  • SAFETY

    No Carbon Monoxide Detector (host Has Indicated There Is No Carbon monoxide detector On The Property But There Are Gas Appliances; Consider Bringing A Portable Detector With You On The Trip) No Smoke Detector (host Has Indicated There Is No Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 6000 Sq Ft (557 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi, With Speed Of 25+ Mbps
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Outdoor Pool Private Pool
  • BATHROOMS

    5.5 Bathrooms Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Fishing Nearby Hiking Nearby Hiking/biking Trails Nearby Mountain Climbing Nearby Sailing Nearby Snorkeling Nearby Swimming Nearby
  • ENTERTAINMENT

    Books DVD Player Stereo Table Tennis Video Library Smart TV
  • LIVING SPACES

    Dining Room
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Limited Housekeeping Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Katrina K.

    Submitted Jan 1, 2026

    Stayed Dec 20, 2025

    After a long 3-4 flight travel from CA and CO, Pickett met us at airport as well as secured a second car for our group of 8. They transported us to the beautiful Montserrat Breezes where we had 2 rental vehicles for our 8 days.We had cruised past Montserrat in the early 90’s and it was so beautiful and the Ship Captain very complimentary. Our son remembered this and suggested we visit this island for our Christmas 2025 trip. 3 generations which included 2 grandsons, ages 10 and 8. This villa was perfect for our stay and is just lovely. It is located in a very private and relaxing locale. It was very nice with all bedrooms having their own baths and a laundry room to use. Our favorite beach was a short drive and 4 of our party secured the Montserrat driver’s license that was required. Weather was perfect with a couple brief rain showers and when a “cut off” on power occurred, they were brief. We dined at Isle Bar and Grill, Scoreboard, birthday dinner at Ovelston House, festive Xmas Eve dinner at Watermelon Cottage, Xmas Day Take Away dinner by Jessica, private beach dinner at Old Road Beach, boat tour by Andy to view the destruction of the restricted part of the island due to the volcano, a welcoming Christmas Mass at St. Martin’s and 4 enjoyed a shore scuba tour. As a homage to the villa’s heritage, a big bag of Mars candy was brought to enjoy! Mike, the host was always available via a text with answers and suggestions to any of our concerns. I say, Just Book It

  • Michal Fox S.

    Submitted Dec 3, 2025

    Stayed Nov 23, 2025

    Montserrat is a magical place where time slows down. This villa is gorgeous, exactly as pictured here. We had the trip of a lifetime.

  • janice d.

    Submitted Aug 22, 2025

    Stayed Aug 11, 2025

    Right from the start Michael was available to to answer all of my questions with a quick response everytime.Our stay was great, views were amazing, mangos available straight from the tree. Thankyou mike for allowing us to share your piece of heaven

  • Ian C.

    Submitted Jul 27, 2025

    Stayed Jul 21, 2025

    Great property with spectacular views. Excellent comms with owner. Highly recommended

  • Glenna B.

    Submitted Jul 24, 2025

    Stayed Jul 11, 2025

    Wonderful villa with outstanding views. Excellent communication with the host.Highly recommend.

  • Andre J.

    Submitted Mar 23, 2025

    Stayed Mar 12, 2025

    We were all happy with the property’s amenities. It was in a great location with stunning views. The property was very spacious with lots of seating. All of the rooms were very clean and spacious. We hope to stay here again.

  • Michael O.

    Submitted Feb 16, 2025

    Stayed Feb 1, 2025

    Montserrat Breezes - spacious home, easily accommodated our family of 6 adults, all 5 bedrooms ensuite, great living space. Decks with views of the ocean/sunset, pool, and rainbows! Plenty of space to spread out. Quality furnishings, large pool. Indoor/outdoor living, with all rooms individually opening to the outdoors (no indoor hallways). Attentive caretaker. Lovely landscaping. Good location, easy drive to Woodlands beach. Lovely breezes run through the entire space, very comfortable temps (February). Rooms have good ceiling fans, and an additional fan in each bedroom. No a/c, but we didn't need it! Cross breezes in every room, and island temps were perfect. The overhangs/eaves on the home and decks keep living spaces dry, even when raining. Kitchen equipped with all the basics, and many appliances we didn't use (we only ate breakfast in). Nice bathroom and kitchen towels, plenty of beach towels. Owner provides starter supply of paper towels, toilet paper, trash bags, bath soap, dish soap. Recommend this lovely, comfortable home for adults!

  • Scott T.

    Submitted Jan 28, 2025

    Stayed Jan 14, 2025

    Wonderful villa in a great location close to all the best restaurants. Spectacular and expansive home and grounds. It’s like having your own private resort. Both the host and the property caretaker are great communicators with helpful recommendations. Don’t miss an opportunity to stay at Breezes.

  • Yoshiaki I.

    Submitted Jan 6, 2025

    Stayed Dec 27, 2024

    We stayed ten nights. Although we faced a wifi problem for the first few days, property manager made all efforts to resolve it. Indeed it recovered. This house has a magnificent view and is equipped with all necessary features. We have enjoyed our stay and would like to come back!!

  • Nolan D.

    Submitted Sep 4, 2024

    Stayed Aug 29, 2024

    This property is beautiful and throughout the entire process the owner went out of his way to ensure that we had an excellent and seamless visit. The landscaping was immaculate and the views are impossible to describe in words. The property manager, Pickett, is one of the most genuinely kind people I have ever met and he went above and beyond to make our stay incredible. I am looking forward to another chance to return to this beautiful island, meet more of the island's resilient and selfless people, and explore more of what Montserrat has to offer.

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Total

Includes taxes and fees
$298+
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